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We selected the 928 luxury monthly villas and homes worth renting in this location

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Home spotlights in Pickering

Cozy Rose Retreat

Cozy Rose Retreat

  • 4 guests

  • 2 bedrooms

Pickering, North Yorkshire

If you're looking for a getaway in North Yorkshire, look no further than this enchanting cottage nestled in the popular market town of Pickering. With its characterful Grade II listed design, cozy atmosphere, and prime location just a short walk from the high street, this is the perfect retreat for both romantic getaways and family stays.

Seafront Sanctuary

Seafront Sanctuary

  • 5 guests

  • 2 bedrooms

Whitby, North Yorkshire

Thanks to its prime coastline location and eclectic history, Whitby has been drawing in tourists for hundreds of years and if you're tempted to pay a visit, this home is a great base from which to explore the Yorkshire town. Rather ironically, it's what lies outside that makes this apartment special – gaze out through the windows and you're treated to a sublime view of the North Sea.

Cottage on the Hill

Cottage on the Hill

  • 4 guests

  • 2 bedrooms

Coneysthorpe, York

It's not every day you get to stay in a home dating back to the 18th century. However, this stone cottage in the Castle Howard Estate village of Coneysthorpe invites guests to do just that.

Yorkshire Homestead

Yorkshire Homestead

  • 16 guests

  • 8 bedrooms

East Heslerton, Malton

Set in one of the most beautiful parts of Yorkshire, this formerly derelict barn was chanced across by its owners in 2015, and lovingly converted into the stunning home it is today. The vibe is English country, with real moments of grandeur.


We selected the top 3% holiday homes in Pickering Long Stay Rentals

Explore the 928 most perfect homes in our collection

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Most popular homes in Pickering

Whitby Wanderlust

Whitby Wanderlust

  • 6 guests

  • 4 bedrooms

Whitby, North Yorkshire

The Stable Boy

The Stable Boy

  • 6 guests

  • 2 bedrooms

Saltburn-by-the-Sea, Redcar and Cleveland

Lost in Thought

Lost in Thought

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

The Old Piggery

The Old Piggery

  • 2 guests

  • 1 bedrooms

Slingsby, York

Smuggler's Haven

Smuggler's Haven

  • 4 guests

  • 2 bedrooms

Robin Hood's Bay, Whitby

The Ecclesiastic

The Ecclesiastic

  • 10 guests

  • 5 bedrooms

Witton Gilbert, Durham

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Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Pickering, North Yorkshire, England, United Kingdom. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Pickering, North Yorkshire, England, United Kingdom collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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